Octa-alkoxy phthalocyanine and naphthalocyanine derivatives: dyes with Q-band absorption in the far red or near infrared
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 2453-2458
- https://doi.org/10.1039/p19880002453
Abstract
The lithium alkoxide-catalysed cyclic tetramerisation of various 3,6-dialkoxy-4,5-dichlorophthalonitriles, 1,4-dialkoxynaphthalene-2, 3-dicarbonitriles and 3,6-dialkoxyphthalonitriles to give the corresponding metal-free octa-alkoxyoctachlorophthalocyanines, octa-alkoxynaphthalocyanines and octa-alkoxyphthalocyanines is described. An unexpected trans-alkoxylation reaction occurs during the cyclisation of the first two series of precursors. Metal-free phthalocyanines and naphthalocyanines have been converted into derivatives containing various metal ions. Compounds show Q-band absorption in the region 739–862 nm in toluene solution. The fluorescence spectra of selected examples are reported. The solubility of some of the compounds has been measured in a formulation of liquid crystal materials.Keywords
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